Holiday rentals with a pool in Castle Hills

Six Flags/The Rim - Chic Modern Studio, King Bed

Discover romance and modern elegance in our Enchanting Studio, perfectly situated near The Rim and Six Flags. Ideal for couples or family with small kids, it features a luxurious king bed set against a vibrant decor of red, black, and yellow, framed by a sleek black theme. Enjoy premium amenities including a stunning outdoor community pool perfect for sunset views, a 24-hour fitness center, a study room, and a conference center. This is your perfect getaway for relaxation or an exciting vacation

Luxurious Retreat Between Six Flags and SeaWorld.

Hill Country retreat overlooking the city. Private quarters with separate entrance, spacious living room, full kitchen, bedroom w/closet, bathroom w/shower, and a covered sitting area overlooking city. 15 minutes from Fiesta Texas and Sea World, 25 minutes from downtown, and one mile away from Old Town Helotes. Pool & hot tub are available for additional fee of $50 per pool use in the morning 9:00 - 4:00, or in the evening 4:00 -10:00. Pool is not heated during colder months, only hot tub is.

Parrots’ Hilton Studio at the Enchanted Cottage

ROMANTIC RETREAT Safe, Clean, Private, Love Nest on a lush 1/2 acre estate shared by Dr. B., and me, Dr. Doolittle, and our macaws. SHARE THE EXPERIENCE! The Enchanted gingerbread cottage is our home, and beyond the gates is your TROPICAL PARADISE!!! Great highway access, near downtown, our little ‘micro-resort’ features privacy on a grand scale, including a gym, an exotic aviary, a very private swimming pool, and your private, little, modern apartment in its own building to overlook it all.

La Casa Magnolia w/ Pool & Karaoke!

This is a lovely home in a quiet safe neighborhood, near major highways. Close to San Antonio International Airport and only 11 miles away to Downtown. Central to other attractions. The house offers a full kitchen, good size pool, karaoke machine, downstairs bedroom/bath. Free parking in the garage way. Has a great backyard and a charcoal grill. Sleeps 8 , has a pack& play, high chair for kids. Please take note this is not a PARTY PLACE. We can enforce the law if you violate this house rule.

Cozy Villa-Style Flat

Unwind in our urban Villa! Located near the Medical Center, explore local shops or dining within walking-distance! Ten-minutes from the thrills of Six Flags Fiesta Texas, & the luxury-finds exclusive to La Cantera Mall. Minutes from the River Walk, check out the Riverboats, upscale dining, nightlife, & shops. Close-by is The Rim’s Top Golf, or others it has to offer; Food, Fun, & Shopping! End your day with an Alamo City Sunset, complete with a skyline view, painted by the South Texas skies.

Riverwalk | Luxe King Suite + Pool + Free Parking

Highlights: King Bed for ultimate comfort Infinity Pool (closed Mondays) Free Parking included Walkable to the Alamo, Pearl, and top attractions Surrounded by local shopping, dining, and nightlife PLEASE NOTE: Our listing description and house rules mention that you are required to complete a Guest Rental Agreement, ID verification, and Security Deposit in order to receive Arrival Instructions to the home. Details of the Guest Rental Agreement can be found in the House Rules.

The Loft - Monte Vista

Our garage loft is a renovated and refurnished 900sf apartment. Clean, simple spaces and furnishings make for a relaxing getaway. We are in the Monte Vista Historic District, a 1-mile square walkable neighborhood 3 miles north of downtown and a 1.5 miles from the Pearl District. Our main house is a 1914 Prairie Style residence sheltered by the largest oak tree in San Antonio. We are happy to share our back yard, pool pavilion, and pool during our guests' stays.

Zenful Affirmations|Modern 2BR - UTSA/Lackland AFB

Step into resort-style living at this designer 2BR/2BA flat in San Antonio - Zenful Affirmations. Featuring gated access, a sparkling outdoor pool and modern gym, plus comfortable furniture, this apartment is ideal for long stays. Everything’s included — all utilities, fast Wi-Fi, kitchenware, cleaning supplies, full-size washer/dryer — so you can settle in with zero hassle. Pet-friendly, too! We Look Forward To Welcoming You To Zenful Affirmations!

Alamo City Oasis: pool, putt, close & convenient

San Antonio meets Palm Springs. Make forever memories at our comfortable mid-century modern home. Centrally located for easy access to all the sights and shopping in this welcoming TX city. Designed for outdoor living with a heated pool, BBQ and patio. Even a small putting green in the back yard! Stylish comfort for your family and friends with two living areas, three bedrooms and two full baths. Driving a Tesla? Convenient on site, free charging.

Casa Bella Hideaway Retreat with Pool

Forget your worries in this serene space. Our home is ready to give you a “retreat” experience outside of the city with a hill country flavor, and close enough to enjoy the restaurants and shopping centers in the city. Full of trees and wildlife. Enjoy the pool and many secret places to watch the sunset with cup of coffee or a glass of wine. If you are a golfer we are near to Canyon Springs Golf Club, Sonterra and PTC Golf Club.

The pilot's house near the airport

Come explore San Antonio at this peaceful and centrally-located place. Our guest house is only a short drive from attractions like the SeaWorld, Fiesta Texas, Downtown San Antonio, the historic Missions, and so much more. We are also a short drive from la Cantera where you can find a variety of stores and delicious restaurants! Or relax and enjoy family time in our spacious patio. (Pool will reopen March 9th)

Last Chance•Winer Rates•PrivateHeated Pool•4BR/3BA

🏡Spacious 4‑bd, 3‑bath with a year‑round private pool (heating optional). Mins frm DT, airport, and SA attractions. 📍 Nearby • Alamodome, River Walk, Pearl, Zoo, Museums: 10–15min • Six Flags & UTSA: 15–20min • SeaWorld & Lackland: 20–25min 📝 Required: Rental agreement + liability waiver must be signed 🔥 Pool Heating available for up charge 🎥 Security: Exterior‑only cameras monitor front + backyard 24/7